S-Allyl-L-cysteine

Modify Date: 2024-01-02 08:12:04

S-Allyl-L-cysteine Structure
S-Allyl-L-cysteine structure
Common Name S-Allyl-L-cysteine
CAS Number 21593-77-1 Molecular Weight 161.222
Density 1.191 Boiling Point 300 ºC
Molecular Formula C6H11NO2S Melting Point 235-236 ºC
MSDS Chinese USA Flash Point 135 ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of S-Allyl-L-cysteine


S-Allyl-L-cysteine, one of the organosulfur compounds found in AGE, possess various biological effects including neurotrophic activity, anti-cancer activity, anti-inflammatory activity.

 Names

Name s-allyl-l-cysteine
Synonym More Synonyms

 S-Allyl-L-cysteine Biological Activity

Description S-Allyl-L-cysteine, one of the organosulfur compounds found in AGE, possess various biological effects including neurotrophic activity, anti-cancer activity, anti-inflammatory activity.
Related Catalog
In Vitro It is found that S-Allyl-L-cysteine could protect against amyloid-protein (A)-and tunicamycin-induced cell death in differentiated PC12 cells. Simultaneously applied S-Allyl-L-cysteine (1 μM) suppresses the cell death induced by Aβ25-35 and Aβ1-40 in a concentration-dependent manner, and neuronal integrity is almost completely retained. Simultaneously applied S-Allyl-L-cysteine significantly decreases the Aβ-induced level of ROS. The TEAC value of S-Allyl-L-cysteine is lower than that of oxidized GSH, and no antioxidant activity is observed. Intracellular GSH levels remains unaffected by treatment of neurons with S-Allyl-L-cysteine for 24 h. Furthermore, the increase in caspase-12 protein expression is suppressed by simultaneously adding 1 μM S-Allyl-L-cysteine [1]. S-Allyl-L-cysteine up to a concentration 1.0 mM does not exhibit any cytotoxic impact on morphology of myoblast and myotubes in culture observed under bright field microscope. TNF treatment leads to a significant decrease in the intracellular CK activity while S-Allyl-L-cysteine pre-treatment to TNF treated myotubes decreases the release of CK in media. S-Allyl-L-cysteine pre-treatment decreases the level of active form of this enzyme in S-Allyl-L-cysteine+TNF group. Similar observations are recorded at mRNA level for caspase-3. These results illustrate that S-Allyl-L-cysteine regulates apoptotic signals via suppressing the transcription and thus protein expression of caspase-3[2].
References

[1]. Kosuge Y, et al. S-allyl-L-cysteine selectively protects cultured rat hippocampal neurons from amyloid beta-protein- and tunicamycin-induced neuronal death. Neuroscience. 2003;122(4):885-95.

[2]. Dutt V, et al. S-allyl cysteine inhibits TNFα-induced skeletal muscle wasting through suppressing proteolysis and expression of inflammatory molecules. Biochim Biophys Acta. 2018 Apr;1862(4):895-906.

 Chemical & Physical Properties

Density 1.191
Boiling Point 300 ºC
Melting Point 235-236 ºC
Molecular Formula C6H11NO2S
Molecular Weight 161.222
Flash Point 135 ºC
Exact Mass 161.051056
PSA 88.62000
LogP 1.31
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.543
Storage condition 2-8°C

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H317
Precautionary Statements P280
Hazard Codes F,C
Risk Phrases R11:Highly Flammable. R22:Harmful if swallowed. R34:Causes burns. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
Safety Phrases S16-S26-S36/37/39-S45
RIDADR UN 2379 3/PG 2
WGK Germany 3
RTECS EO4460000
Packaging Group II
Hazard Class 3.1
HS Code 2930909090

 Synthetic Route

 Customs

HS Code 2930909090
Summary 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles24

More Articles
Berberine and S allyl cysteine mediated amelioration of DEN+CCl4 induced hepatocarcinoma.

Biochim. Biophys. Acta 1840(1) , 219-44, (2014)

Diethylnitrosamine (DEN) and carbon tetrachloride (CCl4) have been used as initiator and promoter respectively to establish an animal model for investigating molecular events appear to be involved in ...

The "aged garlic extract:" (AGE) and one of its active ingredients S-allyl-L-cysteine (SAC) as potential preventive and therapeutic agents for Alzheimer's disease (AD).

Curr. Med. Chem. 18 , 3306-3313, (2011)

Alzheimer's disease (AD) is the most common form of dementia in the older people and 7(th) leading cause of death in the United States. Deposition of amyloid-beta (Aβ) plaques, hyperphosphorylation of...

S-allyl-L-cysteine and isoliquiritigenin improve mitochondrial function in cellular models of oxidative and nitrosative stress.

Food Chem. 194 , 843-8, (2015)

Oxidative and nitrosative stress resulting in mitochondrial dysfunction are an early event in the pathogenesis of Alzheimer's disease (AD). Nuclear factor erythroid-2-related factor 2 (Nrf2) is a key ...

 Synonyms

(R)-Allylthio-2-aminopropanoic acid
L-DEOXYALLIIN
L-Cysteine, S-2-propen-1-yl
DEOXYALLIIN
MFCD00151975
s-allylcysteine
S-Allyl-D-cysteine
S-allylcysteine zwitterion
(2R)-3-(Allylthio)-2-aminopropanoic acid
(R)-Allylthio-2-aminopropionic Acid
S-allyl cysteine
CYSTEINE,S-ALLYL-L
3-(Allylthio)-L-alanine
L-Deoxyalliin S-allyl-cysteine S-allylcysteine SAC
3-allylsulfanyl-2-amino-propionic acid
(R)-3-(Allylthio)-2-aminopropanoic acid
S-2-Propenylcysteine
L-3-(Allylthio)-alanine
(2R)-3-allylsulfanyl-2-amino-propionic acid
Allylcysteine
D-Cysteine, S-2-propen-1-yl-
L-Cysteine, S-2-propen-1-yl-
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